4695-13-0

Basic information

• Product Name: 2,2-DIPHENYLACETAMIDE
• Synonyms: 2,2-diphenyl-acetamid;alpha,alpha-diphenylacetamide;alpha-phenyl-benzeneacetamid;alpha-phenylbenzeneacetamide;2,2-DIPHENYLACETAMIDE;Nordiphenamide;2,2-di(phenyl)ethanamide;BenzeneacetaMide, a-phenyl-
• CAS NO: 4695-13-0
• Molecular Formula: C₁₄H₁₃NO
• Molecular Weight: 211.26
• Mol File: 4695-13-0.mol
• Article Data: 30

Chemical Properties

• Melting Point: 164-167°C
• Boiling Point: 391°Cat760mmHg
• Flash Point: 190.3°C
• Appearance: /
• Density: 1.13g/cm³
• Vapor Pressure: 2.55E-06mmHg at 25°C
• Refractive Index: 1.598
• Merck: 14,3316
• BRN: 1871583
• CAS DataBase Reference: 2,2-DIPHENYLACETAMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,2-DIPHENYLACETAMIDE(4695-13-0)
• EPA Substance Registry System: 2,2-DIPHENYLACETAMIDE(4695-13-0)

Safety Data

• Statements: 22
• Safety Statements: 22-36/37
• RTECS: AB8135000
• Hazardous Substances Data: 4695-13-0(Hazardous Substances Data)

Usage

General Description

2,2-Diphenylacetamide is a chemical compound that belongs to the class of amides. It is a white crystalline powder with a slight odor, and it is insoluble in water but soluble in organic solvents. 2,2-Diphenylacetamide is used as an intermediate in the synthesis of pharmaceuticals, dyes, and other organic compounds. It may also have applications in the field of polymer chemistry and materials science. Overall, 2,2-Diphenylacetamide is a versatile chemical that is used in various industries for different purposes, including as a building block for the production of valuable products.

InChI:InChI=1/C14H13NO/c15-14(16)13(11-7-3-1-4-8-11)12-9-5-2-6-10-12/h1-10,13H,(H2,15,16)

Synthetic route

2,2-diphenylacetic acid (117-34-0) → 2,2-diphenylacetamide (4695-13-0)

Conditions	Yield
With pyridine; di-tert-butyl dicarbonate; ammonium bicarbonate In 1,4-dioxane at 20℃; for 12h;	95%
With magnesium(II) nitrate hexahydrate; urea In octane at 120℃; for 24h; Reagent/catalyst;	92%
Stage #1: 2,2-diphenylacetic acid With thionyl chloride In tetrahydrofuran at 50℃; for 1h; Stage #2: With ammonium hydroxide In tetrahydrofuran at 0℃; for 0.0833333h;	86%

Diphenylacetonitrile (86-29-3) → 2,2-diphenylacetamide (4695-13-0)

Conditions	Yield
With sodium hydroxide; poly(ethylene glycol)-400 for 0.025h; microwave irradiation;	94%
With tetra(n-butyl)ammonium hydroxide In ethanol; water at 80℃; for 12h; Green chemistry; chemoselective reaction;	92%
With Os(hydride)6(triisopropylphosphine)2; water In tetrahydrofuran-d8 at 100℃; for 4h; Inert atmosphere;	79%

1-(1H-benzo[d][1,2,3]triazol-1-yl)-2,2-diphenylethan-1-one (182318-00-9) → 2,2-diphenylacetamide (4695-13-0)

Conditions	Yield
With ammonium hydroxide In tetrahydrofuran; ethanol at 20℃; for 4h;	90%

C19H21N3O (1309976-99-5) → 2,2-diphenylacetamide (4695-13-0)

Conditions	Yield
With lithium aluminium tetrahydride In tetrahydrofuran at 0℃; for 0.166667h;	85%
With lithium aluminium tetrahydride In tetrahydrofuran at 0℃; for 0.166667h;	85%

diphenylacetic acid chloride (1871-76-7) → 2,2-diphenylacetamide (4695-13-0)

Conditions	Yield
With ammonia In methanol at 55℃; for 0.5h;	80%
With diethyl ether; ammonia
With ammonia

2-diphenylmethyleneoxazolidine-4,5-dione (97320-51-9) → 2,2-diphenylacetamide (4695-13-0)

Conditions	Yield
With phosphorous acid trimethyl ester In benzene for 8h; Heating;	80%

ethyl 3-aminobut-2-enoate (626-34-6) + 2-diazo-1,2-diphenylethan-1-one (3469-17-8) → 2,2-diphenylacetamide (4695-13-0) + (Z)-3-Amino-2-diphenylacetyl-but-2-enoic acid ethyl ester (128999-98-4) + (Z)-3-Diphenylacetylamino-but-2-enoic acid ethyl ester (129000-01-7)

Conditions	Yield
In dichloromethane for 168h; Ambient temperature;	A 23% B 42% C 16%

4-Aminopent-3-en-2-one (1118-66-7) + 2-diazo-1,2-diphenylethan-1-one (3469-17-8) → 2,2-diphenylacetamide (4695-13-0) + 3-[1-Amino-eth-(E)-ylidene]-1,1-diphenyl-pentane-2,4-dione (128999-95-1)

Conditions	Yield
In dichloromethane for 168h; Mechanism; Ambient temperature; other primary and secondary enaminones;	A 10% B 40%
In dichloromethane for 168h; Ambient temperature;	A 10% B 40%
In dichloromethane for 168h; Ambient temperature;	A 10% B 10%

benzil monohydrazone (5344-88-7) → 2,2-diphenylacetamide (4695-13-0) + benzil monoazine (3893-33-2) + benzil-mono-benzhydrylidenehydrazone (78813-05-5) + 3,4-diphenyl-1,2,5-thiadiazole (4057-61-8)

Conditions	Yield
With tetrasulphur tetranitride In toluene for 24h; Heating;	A 3% B 5% C 20% D 8%
With tetrasulphur tetranitride In toluene for 24h; Mechanism; Heating;	A 3% B 5% C 20% D 8%

1,1-Diphenylethylene (530-48-3) → 2,2-diphenylacetamide (4695-13-0)

Conditions	Yield
With pyridine; ammonium hydroxide; sulfur at 230℃;
Multi-step reaction with 3 steps 1: glacial acetic acid; concentrated nitric acid 2: hydrochloride of tin dichloride; alcohol 3: KOH; alcohol View Scheme

ethanol (64-17-5) + 2,2-diphenyl-acetimidic acid ethyl ester; hydrochloride (43002-68-2) → 2,2-diphenylacetamide (4695-13-0) + ethyl diphenylacetate (3468-99-3) + Diphenylacetonitrile (86-29-3)

Benzil dicyanohydrin (10425-22-6) → 2,2-diphenylacetamide (4695-13-0)

Conditions	Yield
With sulfuric acid

2,2-diphenyl-acetimidic acid ethyl ester; hydrochloride (43002-68-2) → chloroethane (75-00-3) + 2,2-diphenylacetamide (4695-13-0)

Conditions	Yield
at 128 - 130℃;

diphenyl ketene (525-06-4) → 2,2-diphenylacetamide (4695-13-0)

Conditions	Yield
With diethyl ether; ammonia

2,2-diphenylacetic acid (117-34-0) + thiourea (17356-08-0) → 2,2-diphenylacetamide (4695-13-0)

2,2-diphenylacetic acid (117-34-0) + urea (57-13-6) → 2,2-diphenylacetamide (4695-13-0)

diethyl 2,2-diphenylmalonate (97080-43-8) + sodium ethanolate (141-52-6) + urea (57-13-6) → 2,2-diphenylacetamide (4695-13-0) + 2,2-diphenylacetic acid (117-34-0)

Conditions	Yield
at 106 - 108℃; unter Druck;

2-diazo-1,2-diphenylethan-1-one (3469-17-8) → 2,2-diphenylacetamide (4695-13-0)

Conditions	Yield
With hydrogen sulfide; ammonia
With ammonia for 2h; Heating;	4.81 g

diphenyl ketene (525-06-4) → 2,2-diphenylacetamide (4695-13-0) + 2,2-diphenylacetic acid (117-34-0)

Conditions	Yield
With ammonia; water at 25℃; Mechanism; bimolecular rate constants of reaction of diphenylketene with var. bases; other bases;

N-Methoxy-2,2-diphenyl-acetamide → 2,2-diphenylacetamide (4695-13-0)

Conditions	Yield
With titanium(III) chloride; air 1) H2O, EtOH, 0.5 h, 40 deg C; Yield given. Multistep reaction;

2-Benzoyl-2.2-diphenyl-acetamid (24037-64-7) → 2,2-diphenylacetamide (4695-13-0)

Conditions	Yield
With potassium hydroxide In methanol

4,4-diphenyl-[1,3]oxathiolan-5-one (19962-73-3) + ammonium hydroxide → 2,2-diphenylacetamide (4695-13-0) + 2,2-diphenylacetic acid (117-34-0) + hydrogen sulfide (7783-06-4)

Conditions	Yield
at 100℃; im Rohr;

ammonia (7664-41-7) + diphenyl ketene (525-06-4) → 2,2-diphenylacetamide (4695-13-0)

pyridine (110-86-1) + 1,1-Diphenylethylene (530-48-3) + ammonia (7664-41-7) + sulfur → 2,2-diphenylacetamide (4695-13-0)

Conditions	Yield
at 230℃;

etheric α-diazo-deoxybenzoin → 2,2-diphenylacetamide (4695-13-0)

Conditions	Yield
With ammonium hydroxide; silver nitrate

pyridine (110-86-1) + 1,1-diphenylethanol (599-67-7) + ammonia (7664-41-7) + sulfur → 2,2-diphenylacetamide (4695-13-0)

Conditions	Yield
at 210℃;

dipentyl ether (693-65-2) + benzilamide (4746-87-6) + iodine (7553-56-2) + 4-methylphenylmagnesium iodide (6749-78-6) → 2,2-diphenylacetamide (4695-13-0)

sulfuric acid (7664-93-9) + Benzil dicyanohydrin (10425-22-6) → 2,2-diphenylacetamide (4695-13-0)

Diphenylacetonitrile (86-29-3) → 2,2-diphenylacetamide (4695-13-0) + 2,2-diphenylacetic acid (117-34-0)

Conditions	Yield
With PEG-400; sodium hydroxide; water microwave irradiation;

2,2-diphenylacetamide (4695-13-0) + bis-trifluoromethyl-aminooxyl (2154-71-4) → α-(bistrifluoromethylamino-oxy)diphenylacetamide

Conditions	Yield
In tetrachloromethane for 15h; Ambient temperature;	100%

2,2-diphenylacetamide (4695-13-0) → Diphenylacetonitrile (86-29-3)

Conditions	Yield
With copper diacetate; 1,2-bis-(dicyclohexylphosphino)ethane In tetrahydrofuran at 20℃; for 12h; Catalytic behavior; Mechanism; Reagent/catalyst; Solvent; Temperature; Inert atmosphere;	99%
With bis(trichloromethyl) carbonate; triethylamine In chloroform at 50℃; for 2h;	87%
With palladium diacetate; Selectfluor; acetonitrile at 20℃; for 18h;	84%

2,2-diphenylacetamide (4695-13-0) → benzophenone (119-61-9)

Conditions	Yield
With tetraethylammonium bromide; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione In acetonitrile at 20 - 60℃;	96%
Multi-step reaction with 2 steps 1: phosphorus pentachloride; phosphorus oxychloride 2: nickel; acetic acid ester; aqueous alcohol / Hydrogenation View Scheme

2,2-diphenylacetamide (4695-13-0) → 2,2-diphenylacetic acid (117-34-0)

Conditions	Yield
With titanium tetrachloride In 1,4-dioxane; water for 24h; Heating;	92%

2,2-diphenylacetamide (4695-13-0) → 2,2-Diphenylethylamine (3963-62-0)

Conditions	Yield
With lithium aluminium tetrahydride In diethyl ether at 20℃; for 4h;	91%
Multi-step reaction with 2 steps 1: thionyl chloride 2: Raney nickel; ethanol; liquid ammonia / 100 °C / 117681 Torr / Hydrogenation View Scheme
Multi-step reaction with 2 steps 1: phosphorus pentachloride; phosphorus oxychloride 2: nickel; alcohol; acetic acid ester / Hydrogenation.Reagens: Wasser View Scheme

chloral hydrate (302-17-0) + 2,2-diphenylacetamide (4695-13-0) → 2,2-diphenyl-N-(2,2,2-trichloro-1-hydroxy-ethyl)-acetamide (924637-59-2)

Conditions	Yield
In benzene for 12h; Heating / reflux;	91%

2,2-diphenylacetamide (4695-13-0) + Trifluoroacetaldehyde ethyl hemiacetal (433-27-2) → 2,2-diphenyl-N-(2,2,2-trifluoro-1-hydroxy-ethyl)-acetamide (924637-61-6)

Conditions	Yield
In 1,4-dioxane for 48h; Heating / reflux;	91%

methanol (67-56-1) + 2,2-diphenylacetamide (4695-13-0) → methyl 2,2-diphenylacetate (3469-00-9)

Conditions	Yield
With potassium hydrogensulfate at 65℃; for 48h;	88%

2,2-diphenylacetamide (4695-13-0) + benzylamine (100-46-9) → N-benzyl-2,2-diphenylacetamide (5022-26-4)

Conditions	Yield
With Ce(III) immobilised on an aminated epichlorohydrin-activated agarose matrix at 140℃; for 22h; Green chemistry;	80%

2,2-diphenylacetamide (4695-13-0) → 2,2-diphenylthioacetamide (17518-50-2)

Conditions	Yield
With tetraphosphorus decasulfide In dichloromethane at 20℃; for 4h;	71%

2,2-diphenylacetamide (4695-13-0) + oxalic acid (144-62-7) → 1,1-Diphenylmethanol (91-01-0) + C14H15NO*C2H2O4

Conditions	Yield
Stage #1: 2,2-diphenylacetamide With oxygen; sodium bis(2-methoxyethoxy)aluminium dihydride In tetrahydrofuran; toluene at 0 - 25℃; under 760.051 Torr; for 3h; Stage #2: oxalic acid In methanol; diethyl ether	A 53% B 26%

ethanol (64-17-5) + 2,2-diphenylacetamide (4695-13-0) → ethyl diphenylacetate (3468-99-3)

Conditions	Yield
With hydrogenchloride; titanium tetrachloride for 40h; Heating;	52%

2,2-diphenylacetamide (4695-13-0) + phenyl isocyanate (103-71-9) → 1-Diphenylacetyl-3-phenyl-urea

Conditions	Yield
In 1,4-dioxane for 2h; Heating;	26.9%

2,2-diphenylacetamide (4695-13-0) + 3,3-dimethylglutardialdehyde (67402-86-2) → 1-diphenylacetyl-1,4-dihydro-4,4-dimethylpyridine (115932-92-8)

Conditions	Yield
With toluene-4-sulfonic acid In benzene for 3h; Heating;	26%

diphenylacetic acid chloride (1871-76-7) + 2,2-diphenylacetamide (4695-13-0) → tris-diphenylacetyl-amine

Conditions	Yield
With pyridine

oxalyl dichloride (79-37-8) + 2,2-diphenylacetamide (4695-13-0) → 2-diphenylmethyleneoxazolidine-4,5-dione (97320-51-9)

diethyl ether (60-29-7) + 2,2-diphenylacetamide (4695-13-0) + ethylmagnesium bromide (925-90-6) → 1,1-diphenylbutan-2-one (6336-52-3)

2,2-diphenylacetamide (4695-13-0) + ethylmagnesium bromide (925-90-6) → 1,1-diphenylbutan-2-one (6336-52-3)

Conditions	Yield
With diethyl ether

2,2-diphenylacetamide (4695-13-0) + sodium ethanolate (141-52-6) → Benzhydryl-carbamidsaeure-ethylester (5457-53-4)

Conditions	Yield
With ethanol; bromine

Upstream product

• 530-48-3 1,1-Diphenylethylene 
• 1871-76-7 diphenylacetic acid chloride 
• 43002-68-2 2,2-diphenyl-acetimidic acid ethyl ester; hydrochloride 
• 3469-17-8 2-diazo-1,2-diphenylethan-1-one 
• 7664-41-7 ammonia 
• 525-06-4 diphenyl ketene 
• 198337-87-0 C₂₀H₁₆FNO 
• 349644-59-3 C₂₁H₁₆N₂O 
• 117-34-0 2,2-diphenylacetic acid 
• 4695-14-1 2,2-diphenylacetanilide 
• 4107-01-1 N-(p-tolyl)diphenylacetamide 
• 70481-06-0 N-<4-Brom-phenyl>-diphenylacetamid 
• 70298-77-0 N-(4-nitrophenyl)-2,2-di-phenylacetamide 
• 70298-76-9 N-(3-Nitrophenyl)-diphenylacetamid 

Downstream Products

• 97320-51-9 2-diphenylmethyleneoxazolidine-4,5-dione 
• 69486-59-5 diphenylacetyl isocyanate 
• 54743-25-8 N-Phenoxycarbonyl-α,α-diphenylacetamid 
• 3468-99-3 ethyl diphenylacetate 
• 101-81-5 Diphenylmethane 
• 1883-32-5 2,2-diphenyl ethanol 
• 6744-64-5 N,N'-dibenzhydryl-urea 
• 5457-53-4 Benzhydryl-carbamidsaeure-ethylester 
• 136409-34-2 N-(1,2-Diphenylvinyl)-2,2-diphenylacetamid 
• 91-01-0 1,1-Diphenylmethanol 
• 5022-26-4 N-benzyl-2,2-diphenylacetamide 

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